195 San Mateo DR

About this Property

Nestled on a peninsula in North Naples’ premier community “Barefoot Beach,” this beautiful residence sits on one of the most desirable lots with an unrivaled 352 feet of wraparound water frontage for breathtaking Bay views on three sides of the home, direct Gulf-access & Southeastern exposure. This is the ultimate beach & boaters’ delight with deeded beach-access a short walk-away & direct Gulf-access only 10 minutes from your dual boat docks/lifts. This home features hurricane impact windows & doors, new HVACs, new hot water heater, and newly renovated bathrooms. This expansive floor plan spans approximately 4,333 sq ft under air and includes 4 bedrooms + den, 3.5 bathrooms, versatile lower-level flex space, private elevator, tile flooring, and soaring high ceilings. Step outside to your spacious open-air lanai, where breathtaking bay views create a spectacular backdrop for outdoor living. The resort-style pool and spa are surrounded by lush tropical landscaping and enclosed by a fence, offering both privacy and the perfect setting for entertaining or relaxing waterfront. The primary suite serves as its own private sanctuary, featuring stunning water views, private access to an open-air balcony, a large walk-in closet, and a spa-like bath complete with dual vanities, a large glass-enclosed shower, and a standalone soaking tub. Ideally located near fine dining, Mercato, Waterside Shops, RSW International Airport, and the renowned Fifth Avenue South in Naples, this exceptional waterfront estate offers a rare opportunity to own a premier property within the exclusive Southport on the Bay at Barefoot Beach.

Listing Details

MLS #

226007032

Board

Southwest Florida

Market

florida

Property Type

Residential

Style

Single Family Residence

Year Built

1998

Garage Spaces

3

Parking Spaces

3

Heating

Central Electric, Zoned

Cooling

Ceiling Fan(s), Central Electric, Exhaust Fan, Zoned

Pool

Pool/Spa Combo, Below Ground, Concrete, Equipment Stays

Lot Size

70 × 137 ft

Annual Taxes

$43,910/yr

Maint. Fee

$5,166/mo

Listed By

John R Wood Properties

Listed On

February 18, 2026

Days on Market

227

Features & Extras